49845-69-4

Basic information

• Product Name: (R)-O-Acetylmandelic acid chloride
• Synonyms: 2-Methyl-3-Methyl nitrobenzene;O-Acetyl-D-mandeloyl chloride;O-Acetyl-D-(-)-mandeloyl chloride;D-2-Acetoxy-2-phenylacetyl chloride;(R)-alpha-Acetoxybenzeneacetyl chloride;(R)-2-Chloro-2-oxo-1-phenylethyl acetate;Benzeneacetylchloride, a-(acetyloxy)-, (aR)-;2-(2-acetylphenyl)-2-hydroxyacetyl chloride
• CAS NO: 49845-69-4
• Molecular Formula: C₁₀H₉ClO₃
• Molecular Weight: 212.6297
• Mol File: 49845-69-4.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 260.5±0.0 °C(Predicted)
• Appearance: /
• Density: 1.265±0.06 g/cm3(Predicted)
• Refractive Index: 1.564
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: (R)-O-Acetylmandelic acid chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-O-Acetylmandelic acid chloride(49845-69-4)
• EPA Substance Registry System: (R)-O-Acetylmandelic acid chloride(49845-69-4)

Safety Data

• Hazardous Substances Data: 49845-69-4(Hazardous Substances Data)

Usage

General Description

(R)-O-Acetylmandelic acid chloride is a chemical compound that is commonly used in the pharmaceutical industry as an intermediate in the production of various drugs. It is a derivative of mandelic acid, which is known for its antimicrobial and anti-inflammatory properties. (R)-O-Acetylmandelic acid chloride is a chiral molecule, meaning it exists in two mirror-image forms, or enantiomers. The chloride salt form of this compound is often used in organic synthesis as a reagent for the preparation of various pharmaceutical agents and active ingredients. Its specific chemical properties and reactivity make it a valuable tool in drug development and manufacturing processes.

InChI:InChI=1/C10H9ClO3/c1-6(12)7-4-2-3-5-8(7)9(13)10(11)14/h2-5,9,13H,1H3/t9-/m1/s1

Upstream product

• 611-71-2 (R)-Mandelic Acid 
• 75-36-5 acetyl chloride 
• 29071-09-8 2-acetoxy-2-phenylacetic acid 
• 51019-43-3 (R)-(-)-O-acetylmandelic acid 

Downstream Products

• 791074-31-2 (R,R)-2-acetoxyphenylmethyl-4-isopropyl-4,5-dihydro-oxazole 
• 791074-33-4 (R,S)-2-acetoxyphenylmethyl-4-tert-butyl-4,5-dihydro-oxazole 
• 791074-35-6 (R)-(phenyl)[(4R)-4-phenyl-4,5-dihydrooxazol-2-yl]methyl acetate 
• 119154-01-7 N²-D-mandeloyl-L-asparagine 

Relevant articles and documents

Penipyridones A-F, Pyridone Alkaloids from Penicillium funiculosum

Six new pyridone alkaloids, named penipyridones A-F (1-6), were isolated from the fermentation broth of an Antarctic moss-derived fungus, Penicillium funiculosum GWT2-24. Their structures were elucidated from extensive NMR and MS data. Although they possess the same major chromophore and some of them presented almost mirror ECD spectra, their absolute configurations were found to be uniformly S, as evidenced by X-ray single-crystal diffraction analysis, stereocontrolled total synthesis, and chemical conversions. TDDFT-ECD calculations of compounds 3 and 6 revealed that subtle conformational changes are responsible for the significantly different ECD curves. None of the compounds were cytotoxic (IC50 > 50 μM), while compounds 1, 2, 5, and 7 elicited lipid-lowering activity in HepG2 hepatocytes.

A bifunctional metal–organic framework platform for catalytic applications

DUT-71 (DUT – Dresden University of Technology), a copper paddle wheel based framework, was used as a platform for postsynthetic modification to introduce specific catalytically active sites and to enhance the catalytic activity for fine chemicals product

Synthetic study of pyrrocidines: First entry to the decahydrofluorene core of pyrrocidines

The first synthesis of decahydrofluorene core 4 of pyrrocidines was accomplished. The cis,trans-fused tricyclic ring system was stereoselectively constructed via Diels-Alder reaction using two Danishefsky dienes.